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16 Celebrity Cougars Who Have Been The Envy Of Many A Woman

Cougars – women seeking sexual relationships with much younger men – are a controversial lot. She could be ugly, married, and out of shape with five kids, she could be someone who is out on bail from jail, she could be a widow just seeking some sexual attention, or a true hottie who is simply looking for a handsome, strong man to satisfy and pleasure her.

Yet celebrity cougars are known for their notoriety in hitting it off with the young guns of Hollywood, while we regular women can only look at them and envy every living cell of their bodies with every living cell of our own. Even if you are at peace with the idea of older women with younger men, you are still going to be jealous of the ones who have taken away some of the most handsome men in the world.

Suggested read: Why the term ‘cougar’ shouldn’t have a negative connotation

Here are 16 celebrity cougars who have made our lives a tad bit more difficult to deal with:

1. Sandra Bullock

sandra bullock and ryan gosling

Sandra Bullock and Ryan Gosling

Image source: Google, copyright-free image under Creative Commons License

The relationship between Bullock and Ryan Gosling, with a 16-year difference when she was 38, rocked the covers of many magazines. They lasted a little bit over a year, but while they did, many hearts broke and cried because Ryan Gosling is such a heartthrob.

Bullock, after her relationship with Gosling, never dated anyone younger. But it turns out that Gosling is interested in older women – his next girlfriend, Eva Mendes, is six years his senior. So all of us who are younger than him can just mourn and cry.

2. Vivica A Fox

vivica a fox and 50 cent

Vivica A Fox and 50 Cent

Image source: Google, copyright-free image under Creative Commons License

Dating the world famous rapper 50 Cent when he was 28 and 11 years her junior was a bold move. It never ended there for her: she went on to get engaged to a 28-year-old Omar a little bit after. Way to go Vivica, you are definitely the favorite.

3. Cameron Diaz

cameron diaz and justin timberlake

Cameron Diaz and Justin Timberlake

Image source: Google, copyright-free image under Creative Commons License

Hearts across the globe were shattered when Justin Timberlake was swept off his feet by the ever-stunning Cameron Diaz. This relationship lasted four years, longer than many other cougar relationships. This was the first of the kind for Diaz as well, and they did pull it off, remember?

4. Jennifer Aniston

justin theroux and jennifer aniston

Justin Theroux and Jennifer Aniston

Image source: Getty Images

We were all probably angry at her for taking Brad Pitt for the longest time, and then she took John Mayer, too! Why would you do that to us Jennifer? But she is one of the most dashing ladies in the industry, and we are all even proud that she is our kind.

The bright Rachel Green from Friends is now engaged to Justin Theroux. Guess she has had enough of the older men and wants to just be with someone that she can feel younger with.

5. Courteney Cox

courteney cox and david arquette

Courteney Cox and David Arquette

Image source: Google, copyright-free image under Creative Commons License

The lady who made OCD seem normal and acceptable, Monica Geller from Friends, is also a celebrity cougar. She married David Arquette, who’s seven years younger, and it lasted for 14 years before they finally called it off. We can be sure that this was not an age problem that didn’t show up for a full decade.

Whatever it is, way to go, the both of you.

6. Sam Taylor-Wood

sam taylor-wood and aaron johnson

Sam Taylor-Wood and Aaron Johnson

Image source: Google, copyright-free image under Creative Commons License

If a lady can land an 18-year-old when she is 41, and then marry him in a lasting union, she can be called the boss lady. Or maybe we can call her Sam Taylor-Wood. Aaron Johnson started to date her when he was 18, and they are still going really strong. And they look oh-so-sexy together. Sam has definitely defied ageing.

Suggested read: Best relationship advice from 10 Hollywood celebrity married couples

7. Ivana Trump

ivana trump and rossano rubicondi

Ivana Trump and Rossano Rubicondi

Image source: People

This lady is famous for her interests in younger men. Her ex-husband, Rossano Rubicondi, was a whopping 23 years younger than her. Yes! It is true. And the man she is presently dating, Mark Antonio Rota, is also a decade junior to her in age. Talk about coug-ing!

8. Nicole Scherzinger

nicole scherzinger and lewis hamilton

Nicole Scherzinger and Lewis Hamilton

Image source: Google, copyright-free image under Creative Commons License

Nicole’s dated F-1 driver Lewis Hamilton, who is six years younger. This is not the first sign of her fetish for younger men, as she once dated Talan Torriero, who was eight years younger. Why shouldn’t she? She is as hot as ever herself.

9. Robin Wright

robin wright and ben foster

Robin Wright and Ben Foster

Image source: Google, copyright-free image under Creative Commons License

This famous actress, known for her powerful appearance, is dating someone 14 years her junior. They started to date in 2012, and are currently engaged. No one is unaware of who she is dating: Ben Foster! The man who has stolen so many hearts at once!

10. Susan Sarandon

susan sarandon and jonathan bricklin

Susan Sarandon and Jonathan Bricklin

Image source: Patrick McMullan

Dating for four years now and still going strong, Susan Sarandon and Jonathan Bricklin are 31 years apart. She was 64 and he was 33 when they started to go out. Over three decades is definitely a difference, isn’t it?

She has also dated other younger men. Her previous boyfriend was Tim Robbins, who was 12 years younger than she was. Guess she likes them young and charming.

11. Chilli

chilli and usher

Chilli and Usher

Image source: Getty Images

The ex-girlfriend of the man with the dream voice, Usher, is actually eight years older than him. Chilli was 33 and Usher, 25, when they hit it off. They dated for a couple of years and parted ways. After that, she dated someone who is only a year younger.

Guess the cougar practices did not really work for her and wants someone her age.

12. Paris Hilton

paris hilton and river viiperi

Paris Hilton and River Viiperi

Image source: Google, copyright-free image under Creative Commons License

The very popular Paris Hilton was 32 when she started to date 21-year-old River Viiperi. Eleven years’ difference, and they are still going strong. Who wouldn’t want to date anyone who is Paris Hilton? She has also been linked with Cristiano Ronaldo, a popular soccer player.

She has definitely gotten the best boys for herself and has left all of us burning in the chest.

13. Demi Moore

ashton kutcher and demi moore

Ashton Kutcher and Demi Moore

Image source: Google, copyright-free image under Creative Commons License

I wouldn’t be surprised if you wanted to even kill her for taking away Ashton Kutcher from the dating scene. This hot lady and the dream boy of many were married for six years before getting separated. They are 16 years apart – she was 41 and he was 25 when they started to date.

She is still quite the cougar – she is now dating the 27-year-old Sean Friday.

14. Jennifer Lopez

casper smart and jennifer lopez

Casper Smart and Jennifer Lopez

Image source: Google, copyright-free image under Creative Commons License

Casper Smart is true to his name. Really smart. And you know who landed him? Jennifer Lopez! She is 18 years older and they have been going strong for a while now.

This is her first outing as a celebrity cougar, and she looks like she is really happy with the boy that she has fallen in love with.

Suggested read: Reel to real life romance on Hollywood sets

15. Janet Jackson

wissam al mana and janet jackson

Wissam Al Mana and Janet Jackson

Image source: Marco Glaviano

The renowned artist and sister of the King of Pop is quite the cougar. She is married to Wissam Al Mana, who is about a decade junior to her. This is not all – she has also dated Jermaine Dupri, who was six years her junior.

The Jacksons have always done everything unconventionally anyway. So why not?

16. The cougar of them all – Madonna!

madonna with jesus luz

Jesus Luz and Madonna

Image source: Patrick McMullan

She is dating 26-year-old Timor Steffens, who is over 30 years younger. Previously, she dated the 21-year-old Jesus Luz and also Bhrahim Zaibat, who was 30 years her junior. Well, she definitely has the charms that will sweep the young ’uns off their feet.

While it is not the most conventional thing to do, being a cougar is not wrong in any sense of the concept. If you have the hots for someone considerably younger, and he is legal, just go ahead and make the move. As these trailblazing celebrity cougars have shown, you might just love it.

Featured image source: Google, copyright-free image under Creative Commons License

Article Name
16 Celebrity Cougars Dating Hot Men
Older women with younger men is considered a novelty of sorts. Check out these celebrity cougars who are / have dated hot men.
Neha Baid

Neha Baid

A media graduate, Neha Baid is an always traveling freelance writer and editor. Aside from being an ardent reader, she is very passionate about traveling and cricket. A fan of the classic rock era of music, she believes that there is nothing that chocolate cannot fix. Food and exercise are also a perfect alternative.